Cottages in Holiday

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Check prices for these dates

Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6
In one month
Sep 18 - Sep 20
In two months
Oct 16 - Oct 18

Top 5 hotels in Holiday at a glance

  1. Lakefront Anglers Oasis in Holiday! 8 Mi to Beach — 3-star hotel in Tahitian Development.
  2. 'sea Turtle Suite' Condo w/ Clearwater Beach Views — 3-star hotel in Clearwater Beach. Guest rating: 8.0/10 — Very Good.
  3. 2631 Cedarglen Drive — 3-star hotel in Barrington Hills.
  4. 'driftwood Beach Suite' - Walk to Clearwater Bch — 3-star hotel in Clearwater Beach.
  5. Ocean View, Pool & Boat Dock: Indian Rocks Retreat — 3-star hotel in Indian Rocks Beach.

Cottages in Holiday

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
Tahitian Development
$273
$679 total
includes taxes & fees
Aug 24 - Aug 25
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

'sea Turtle Suite' Condo w/ Clearwater Beach Views

'sea Turtle Suite' Condo w/ Clearwater Beach Views
Clearwater Beach
$193
$432 total
includes taxes & fees
Aug 24 - Aug 25
'sea Turtle Suite' Condo w/ Clearwater Beach Views

2631 Cedarglen Drive

2631 Cedarglen Drive
Barrington Hills
$2,360
$3,273 total
includes taxes & fees
Aug 25 - Aug 26
2631 Cedarglen Drive

'driftwood Beach Suite' - Walk to Clearwater Bch

'driftwood Beach Suite' - Walk to Clearwater Bch
Clearwater Beach
$252
$520 total
includes taxes & fees
Aug 24 - Aug 25
'driftwood Beach Suite' - Walk to Clearwater Bch

Ocean View, Pool & Boat Dock: Indian Rocks Retreat

Ocean View, Pool & Boat Dock: Indian Rocks Retreat
Indian Rocks Beach
$336
$864 total
includes taxes & fees
Aug 24 - Aug 25
Ocean View, Pool & Boat Dock: Indian Rocks Retreat

Waterfront Getaway w/ Pool & Dock - Walk to Beach!

Waterfront Getaway w/ Pool & Dock - Walk to Beach!
Indian Rocks Beach
$379
$912 total
includes taxes & fees
Aug 24 - Aug 25
Waterfront Getaway w/ Pool & Dock - Walk to Beach!

3485 Floral Drive SE

3485 Floral Drive SE
Largo
$2,360
$3,070 total
includes taxes & fees
Aug 25 - Aug 26
3485 Floral Drive SE

1465 Satsuma Street

1465 Satsuma Street
Clearwater
$2,360
$3,217 total
includes taxes & fees
Sep 4 - Sep 5
1465 Satsuma Street

Breezy White Sands House Steps to Gulf Shore!

Breezy White Sands House Steps to Gulf Shore!
Clearwater Beach
$635
$1,409 total
includes taxes & fees
Aug 24 - Aug 25
Breezy White Sands House Steps to Gulf Shore!

3442 Azalea Pl

3442 Azalea Pl
Largo
$2,360
$3,196 total
includes taxes & fees
Aug 25 - Aug 26
3442 Azalea Pl
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Top neighborhoods in Holiday

Forest Hills

Forest Hills combines suburban charm with convenient access to Tampa Bay attractions. Lane Glo Bowling offers local fun, while nature lovers can explore the neighborhood's tree-lined streets and parks. Day trips to nearby Tarpon Springs Sponge Docks or Lake Tarpon provide authentic Florida experiences without the tourist crowds. Budget-friendly vacation rentals and modest motels make this residential area perfect for value-conscious travelers. Most dining options feature casual American fare at family-friendly prices. A rental car is essential for exploring, as public transit is limited in this peaceful community away from the urban bustle.

Baileys Bluff Estates

Baileys Bluff Estates is a quiet slice of suburban Florida where you can escape the tourist crowds. Families love the laid-back vibe of this planned community, with its manicured lawns and peaceful streets perfect for evening strolls. Nature enthusiasts can easily visit nearby Key Vista Nature Park or take a quick 15-minute drive to Gulf beaches. Many vacation rentals feature private pools and full kitchens, offering more space for less money than beachfront properties. You'll need a car to explore dining options in Holiday or New Port Richey. The neighborhood's authentic residential feel gives travelers a genuine Florida experience without the tourist markup.

Holiday Lake Estates

Holiday Lake Estates offers a peaceful retreat from Florida's bustling tourist spots. The neighborhood wraps around tranquil lakefront areas where morning birdsongs and gentle breezes create the perfect backdrop for morning coffee. Sidewalks wind through streets lined with palm trees and Mediterranean-style homes, making leisurely walks a daily pleasure. No tourist attractions here‚ just the authentic rhythm of suburban Florida living. Visitors stay in vacation rental homes with private pools, enjoying residential perks while using the area as a laid-back base. Restaurants and shopping require a quick 10-minute drive to Holiday or along US-19, with nearby attractions like Tarpon Springs Sponge Docks waiting to be explored.

Aloha Gardens

Aloha Gardens gives you a taste of everyday Florida life, away from tourist hotspots. This peaceful residential neighborhood offers tree-lined streets perfect for evening strolls and vacation homes often featuring private pools. Nearby attractions like Key Vista Nature Park and Tarpon Springs Sponge Docks provide day trip options without the tourist crowds. Chain restaurants and casual dining spots line the nearby US-19 corridor when you're hungry. Most vacation rentals offer more space and better value than coastal accommodations. A car is essential for exploring Gulf Coast beaches and Tampa Bay attractions just a short drive away.

Colonial Hills

Colonial Hills offers a peaceful retreat from Florida's tourist hotspots, perfect for travelers seeking a quiet home base. Lane Glo Bowling, James E. Grey Preserve, and Richey Suncoast Theater are all a short drive away. The neighborhood's tree-lined streets and community parks give you an authentic slice of everyday Florida life without the crowds. Getting around requires a car, as public transit is limited in this budget-friendly area. Family-friendly chain restaurants and casual eateries provide dining options, though they typically close early. Vacation rental homes and budget motels offer comfortable accommodations at rates much lower than coastal destinations.

Top landmarks in Holiday

A calm body of water with a sailboat, a distant shoreline, and a clear sky.

Anclote River Park

8.8/10 (48 reviews)
When the beach is calling your name, you might want to head down to Anclote River Park, located 2.9 mi (4.7 km) from central Holiday. Enjoy the sunset by the shore at Sunset Beach.
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A sandy beach with dense green foliage and calm waters.
Photo by Travel Ginger

Key Vista Nature Park

8.8/10 (33 reviews)
Key Vista Nature Park is worth a visit, located 2.7 mi (4.4 km) from central Holiday. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches.
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Anclote Gulf Park

8.8/10 (32 reviews)
Anclote Gulf Park is worth a visit, located 2.9 mi (4.6 km) from central Holiday. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches.
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Lake Conley

Tahitian Development is home to Lake Conley, so why not stop by during your stay in Holiday.
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Learn more about Holiday

Forget the name - there's nothing temporary about the pleasures of this Gulf Coast gem. Anclote River Park offers a perfect trifecta: sugar-sand beach, fishing pier for anglers, and nature trails where osprey soar overhead. Key Vista Nature Park rewards hikers with unspoiled coastal wilderness and dolphin sightings from its observation tower. The beaches here specialize in spectacular sunsets and shell-collecting opportunities that'll fill your pockets. Nearby Tarpon Springs Sponge Docks provide a fascinating glimpse into Greek heritage with working sponge boats and bakeries selling honey-drenched baklava. Lake Tarpon beckons fishermen with bass that seem suspiciously well-fed, while Green Key Beach offers a quieter alternative to more crowded shores.

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A sandy beach with dense green foliage and calm waters.
Photo by Travel Ginger

Find out more about Holiday

Holiday is a welcoming city where you can spend time checking out the local cuisine. Nature lovers can visit Anclote River Park and Key Vista Nature Park. There's plenty more to see, including sights like Lake Conley.